Morpholine → HCID 67283473, compound

Participants

Reaction Conditions

Reaction Steps

To a microwave vial was added ethyl 3-(3-bromobenzyl)-4-oxo-3,4-dihydroquinazoline-6-carboxylate (0.06 g, 0.16 mmol) and morpholine (0.040 mL, 0.47 mmol) in anhydrous 1,4-dioxane (3 mL). The solution was degassed under nitrogen for 10 min then cesium carbonate (0.15 g, 0.46 mmol) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (0.027 g, 0.047 mmol) were added followed by tris(dibenzylideneacetone)dipalladium(0) (0.021 g, 0.023 mmol). The reaction mixture was heated at 120° C. for 30 min in a microwave. The mixture was then concentrated and to the residue was added dichloromethane (3 mL) and water (1 mL). After separation, the aqueous layer was extracted with dichloromethane (3 mL). The combined organic layers were then washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to give ethyl 3-(3-morpholinobenzyl)-4-oxo-3,4-dihydroquinazoline-6-carboxylate. LC-MS: (FA) ES+ 394.

Provenance & Evidence